SYNTHESIS OF N-(HALOGENATED) BENZYL ANALOGS OF SUPERPOTENT SEROTONIN LIGANDS

In the last four years a group of extremely potent designer drugs, the N-benzylated phenylethylamines known as the NBOMe series, has surfaced on the street and in the news media. Although data documenting their high affinity and preference for 5-HT2 serotonin receptors abound (5-HT2A receptor activa...

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Autores principales:	TIRAPEGUI,CRISTIAN, TORO-SAZO,MIGUEL A, CASSELS,BRUCE K
Lenguaje:	English
Publicado:	Sociedad Chilena de Química 2014
Materias:	designer drugs N-benzylphenylethylamine N-benzyltryptamine synthesis
Acceso en línea:	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072014000300022
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spelling	oai:scielo:S0717-970720140003000222014-12-15SYNTHESIS OF N-(HALOGENATED) BENZYL ANALOGS OF SUPERPOTENT SEROTONIN LIGANDSTIRAPEGUI,CRISTIANTORO-SAZO,MIGUEL ACASSELS,BRUCE K designer drugs N-benzylphenylethylamine N-benzyltryptamine synthesis In the last four years a group of extremely potent designer drugs, the N-benzylated phenylethylamines known as the NBOMe series, has surfaced on the street and in the news media. Although data documenting their high affinity and preference for 5-HT2 serotonin receptors abound (5-HT2A receptor activation is generally associated with the action of the "classical" hallucinogens), relatively little is known about the molecular basis of their potency and selectivity. In the setting of a project aiming to evaluate the possible involvement of halogen bonds in the binding of monoaminergic ligands to their receptors, we have begun to synthesize halogenated derivatives of known N-benzylated compounds for their pharmacological study. Here we report the synthesis of new phenylethylamine and tryptamine derivatives incorporating bromine atoms in their N-benzyl moiety.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.59 n.3 20142014-09-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072014000300022en10.4067/S0717-97072014000300022
institution	Scielo Chile
collection	Scielo Chile
language	English
topic	designer drugs N-benzylphenylethylamine N-benzyltryptamine synthesis
spellingShingle	designer drugs N-benzylphenylethylamine N-benzyltryptamine synthesis TIRAPEGUI,CRISTIAN TORO-SAZO,MIGUEL A CASSELS,BRUCE K SYNTHESIS OF N-(HALOGENATED) BENZYL ANALOGS OF SUPERPOTENT SEROTONIN LIGANDS
description	In the last four years a group of extremely potent designer drugs, the N-benzylated phenylethylamines known as the NBOMe series, has surfaced on the street and in the news media. Although data documenting their high affinity and preference for 5-HT2 serotonin receptors abound (5-HT2A receptor activation is generally associated with the action of the "classical" hallucinogens), relatively little is known about the molecular basis of their potency and selectivity. In the setting of a project aiming to evaluate the possible involvement of halogen bonds in the binding of monoaminergic ligands to their receptors, we have begun to synthesize halogenated derivatives of known N-benzylated compounds for their pharmacological study. Here we report the synthesis of new phenylethylamine and tryptamine derivatives incorporating bromine atoms in their N-benzyl moiety.
author	TIRAPEGUI,CRISTIAN TORO-SAZO,MIGUEL A CASSELS,BRUCE K
author_facet	TIRAPEGUI,CRISTIAN TORO-SAZO,MIGUEL A CASSELS,BRUCE K
author_sort	TIRAPEGUI,CRISTIAN
title	SYNTHESIS OF N-(HALOGENATED) BENZYL ANALOGS OF SUPERPOTENT SEROTONIN LIGANDS
title_short	SYNTHESIS OF N-(HALOGENATED) BENZYL ANALOGS OF SUPERPOTENT SEROTONIN LIGANDS
title_full	SYNTHESIS OF N-(HALOGENATED) BENZYL ANALOGS OF SUPERPOTENT SEROTONIN LIGANDS
title_fullStr	SYNTHESIS OF N-(HALOGENATED) BENZYL ANALOGS OF SUPERPOTENT SEROTONIN LIGANDS
title_full_unstemmed	SYNTHESIS OF N-(HALOGENATED) BENZYL ANALOGS OF SUPERPOTENT SEROTONIN LIGANDS
title_sort	synthesis of n-(halogenated) benzyl analogs of superpotent serotonin ligands
publisher	Sociedad Chilena de Química
publishDate	2014
url	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072014000300022
work_keys_str_mv	AT tirapeguicristian synthesisofnhalogenatedbenzylanalogsofsuperpotentserotoninligands AT torosazomiguela synthesisofnhalogenatedbenzylanalogsofsuperpotentserotoninligands AT casselsbrucek synthesisofnhalogenatedbenzylanalogsofsuperpotentserotoninligands
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SYNTHESIS OF N-(HALOGENATED) BENZYL ANALOGS OF SUPERPOTENT SEROTONIN LIGANDS

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